It seems that those icons have registry entries, so we can look at how many items we have in there and see if we are hitting the limit of 15. Why 15? No idea.. Some Windows developer brought this up a long time ago maybe? :)
Open Regedit (if you don't know how to, then you shouldn't be editing it), and go to
HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Windows\CurrentVersion\Explorer\ShellIconOverlayIdentifiers
orHKEY_LOCAL_MACHINE\SOFTWARE\Wow6432Node\Microsoft\Windows\CurrentVersion\explorer\ShellIconOverlayIdentifiers
I currently have the following items in my registry:
I edited the Dropbox-items so they are always on the top of the list. OneDrive and GDrive also both have overlay icons, so the limit of 15 can quickly be reached.
After you have made some changes in the registry be sure to restart the Explorer and you're good to go!